7-异戊烯基吲哚的实用合成
Practical synthesis of 7-prenylindole.
作者信息
Xiong Xin, Pirrung Michael C
机构信息
Department of Chemistry, University of California, Riverside, CA 92521, USA.
出版信息
J Org Chem. 2007 Jul 20;72(15):5832-4. doi: 10.1021/jo070734v. Epub 2007 Jun 20.
Abstract
7-Prenylindole is a useful building block for natural product and natural product analogue synthesis. While there have been several past syntheses of 7-prenylindole, none of them is very practical for its preparation on scale. Using an aza-Claisen rearrangement as the key step, 7-prenylindole has been prepared in four steps from indoline in 62% overall yield.
摘要
7-异戊烯基吲哚是用于天然产物及天然产物类似物合成的一种有用的结构单元。虽然过去已有几种7-异戊烯基吲哚的合成方法，但没有一种在规模化制备方面非常实用。以氮杂克莱森重排作为关键步骤，已从二氢吲哚经四步反应制备出了7-异戊烯基吲哚，总产率为62%。
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